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N-Cbz-glycine

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Identification
Molecular formula
C10H11NO4
CAS number
1141-26-8
IUPAC name
2-(benzyloxycarbonylamino)acetic acid
State
State

At room temperature, N-Cbz-glycine is in a solid state, typically as a powder, which is common for many amino acid derivatives used in peptide synthesis.

Melting point (Celsius)
90.00
Melting point (Kelvin)
363.15
Boiling point (Celsius)
216.35
Boiling point (Kelvin)
489.50
General information
Molecular weight
221.20g/mol
Molar mass
221.2160g/mol
Density
1.3230g/cm3
Appearence

N-Cbz-glycine is typically found as a white to off-white crystalline powder. Its appearance might vary slightly depending on the level of purity and preparation method, but generally, it maintains its powdery form and light coloration.

Comment on solubility

Solubility of 2-(benzyloxycarbonylamino)acetic acid

The solubility of 2-(benzyloxycarbonylamino)acetic acid can be influenced by various factors, including polarity, functional groups, and environmental conditions. Here are some key points to consider:

  • Polarity: The presence of polar functional groups such as the -COOH (carboxylic acid) group enhances the compound's ability to dissolve in polar solvents like water.
  • Solvent Interaction: This compound may exhibit better solubility in organic solvents due to its benzyloxy structure, which introduces a hydrophobic character.
  • Temperature Dependence: Solubility is generally affected by temperature; increasing the temperature may improve the solubility of 2-(benzyloxycarbonylamino)acetic acid in certain solvents.

It is generally observed that compounds with both polar and non-polar characteristics can have varied solubility profiles. To summarize:

  1. Likely soluble in polar solvents like water.
  2. Possibly more soluble in non-polar organic solvents due to hydrophobic features.
  3. Increased solubility with elevated temperatures.

Overall, exploring the solubility characteristics of 2-(benzyloxycarbonylamino)acetic acid presents an exciting opportunity for applications in various chemical fields.

Interesting facts

Interesting Facts about 2-(benzyloxycarbonylamino)acetic acid

2-(benzyloxycarbonylamino)acetic acid, often referred to as Z-Ala or Z-Ac, is a fascinating compound in the field of organic chemistry and biochemistry. Here are some intriguing aspects of this compound:

  • Key Role in Peptide Synthesis: This compound is primarily used as a protective group in the synthesis of peptides. Its ability to shield amino groups during chemical reactions makes it invaluable for ensuring the specificity and efficiency of peptide formation.
  • Versatile Chemical Applications: Beyond peptide synthesis, 2-(benzyloxycarbonylamino)acetic acid has applications in various organic synthesis processes. Chemists often leverage its structural attributes to create more complex molecules.
  • Analytical Uses: The compound can be utilized in analytical chemistry for various types of investigations. Its distinct chemical properties allow chemists to explore reactions and derivatives, contributing to advancements in the field.
  • Medicinal Chemistry: This compound, as an amino acid derivative, plays a role in the development of certain pharmaceutical compounds. Researchers investigate its potential in drug design, aiming to utilize its properties to enhance therapeutic efficacy.
  • Protective Group Chemistry: Protective groups are critical in synthetic organic chemistry. The use of the benzyloxycarbonyl (Z) group can be particularly advantageous due to its stability under a wide range of conditions, allowing for selective deprotection as needed in multi-step syntheses.
  • Quote from Renowned Chemist: “The true beauty of organic synthesis lies in its ability to create complexity from simplicity, and compounds like Z-Ala exemplify this principle perfectly.”

In conclusion, 2-(benzyloxycarbonylamino)acetic acid is more than just a chemical entity; it is a pivotal tool in the arsenal of chemists and biochemists alike. Its diverse applications showcase the intricate dance of molecules in the pursuit of scientific discovery.

Synonyms
1138-80-3
N-Benzyloxycarbonylglycine
N-CBZ-glycine
N-Carbobenzoxyglycine
Carbobenzyloxyglycine
Carbobenzoxyglycine
Glycine, N-[(phenylmethoxy)carbonyl]-
(Cbz)gly
Benzyloxycarbonylglycine
Z-Gly
Carbobenzoxyl glycine
N-Carboxyglycine N-benzyl ester
2-(phenylmethoxycarbonylamino)acetic acid
N-(benzyloxycarbonyl)glycine
NSC 2526
N-((Phenylmethoxy)carbonyl)glycine
GLYCINE, N-CARBOXY-, N-BENZYL ESTER
EINECS 214-516-0
BRN 0526877
N-[(benzyloxy)carbonyl]glycine
CHEBI:16532
CBZ-GLY
Glycine, N-((phenylmethoxy)carbonyl)-
DTXSID8061559
GLYCINE,N-BENZYLOXYCARBONYL
N-[(phenylmethoxy)carbonyl]glycine
4-06-00-02286 (Beilstein Handbook Reference)
2-(phenylmethoxycarbonylamino)ethanoic acid
N-((benzyloxy)carbonyl)glycine
NCarbobenzoxyglycine
NCarbobenzyloxyglycine
NCarboxyglycine Nbenzyl ester
DTXCID0033334
Glycine, Ncarboxy, Nbenzyl ester
N((Phenylmethoxy)carbonyl)glycine
Glycine, N((phenylmethoxy)carbonyl)
Glycine, N-(phenylmethoxy)carbonyl-
214-516-0
inchi=1/c10h11no4/c12-9(13)6-11-10(14)15-7-8-4-2-1-3-5-8/h1-5h,6-7h2,(h,11,14)(h,12,13
N-Carbobenzyloxyglycine
Z-Gly-OH
Z-Glycine
Cbz-Gly-OH
Cbz-Glycine
2-(((benzyloxy)carbonyl)amino)acetic acid
MFCD00002691
2-{[(benzyloxy)carbonyl]amino}acetic acid
2-(BENZYLOXYCARBONYLAMINO)ACETIC ACID
N-benzyloxycarbonyl glycine
((benzyloxy)carbonyl)glycine
Benzyloxycarbonylamino-Acetic Acid
NSC-2526
N-Carbobenzoxy-Glycine
(Carbobenzyloxy)glycine
Glycine-13C2-15N, N-[(phenylmethoxy)carbonyl]-
Cbz glycine
carbobenzoxy-glycin
N-CBZ glycine
carbobenzoxy-glycine
Z-GlyOH
N-Z-Gly-OH
benzyloxycarbonyl-glycine
N-(Carbobenzoxy)glycine
N-Carbobenzyloxy-glycine
Glycine, N-benzyl ester
N-CBZ-GLY-OH
N-(carbobenzoxy)-glycine
N-benzyloxycarbonyl-glycin
N-benzyloxycarbonyl-glycine
(benzyloxycarbonyl)-glycine
N-ALPHA-CBZ-GLYCINE
Oprea1_763666
Oprea1_774492
Z-Gly-OH, 99%
N-(benzyloxycarbonyl) glycine
N-(benzyloxycarbonyl)-glycine
SCHEMBL126974
US9321743, Cbz-gly
8H79QYG43G
BENZYLOXYCARBONYL GLYCINE
benzyloxycarbonylaminoacetic acid
CHEMBL101287
N-(phenylmethoxycarbonyl)glycine
NSC2526
2-benzyloxycarbonylaminoacetic acid
BDBM223537
HY-Y0967
2-(benzyloxycabonylamino)acetic acid
[(benzyloxy)-carbonyl]aminoacetic acid
AKOS000163682
AB00257
Benzyloxycarbonylamino-acetic acid anion
CS-W018534
FC39362
N-{[(phenylmethyl)oxy]carbonyl}glycine
2-phenylmethoxycarbonylamino-acetic acid
2-(((benzyloxy)carbonyl)amino)aceticacid
AC-17144
PD197319
SY006638
([(Benzyloxy)carbonyl]amino)acetic acid #
DB-030161
NS00023700
EN300-53412
2P-917
C03710
M03051
Q27101958
F2191-0118
Z285919546